Imidazole → Tert-butyl 3-(tert-butyldiphenylsilyloxy)-1,1,1-trifluoropropan-2-ylcarbamate

Participants

Reaction Steps

To a stirred solution of 340 (240 mg, 1.047 mmol) in DCM (3 mL) at 0° C. under nitrogen was added solid imidazole (71.29 mg, 1.047 mmol) followed by tert-butylchlorodiphenylsilane (272.3 μL, 1.047 mmol) neat by syringe. After 4 h the reaction was diluted to 30 mL with DCM and was washed 2N HCl (2×30 mL) and satd. aq. NaHCO3 (2×30 mL). The organic phase was isolated, dried (MgSO4), filtered and concentrated to afford 460 mg (94%) of tert-butyl 3-(tert-butyldiphenylsilyloxy)-1,1,1-trifluoropropan-2-ylcarbamate a white solid (342).

Provenance & Evidence